Suhmi Hwang, Phil M. Preuß, Wilm Pickhardt, Sven Grätz and Lars Borchardt
{"title":"Cyanation of aryl halides using potassium hexacyanoferrate(ii) via direct mechanocatalysis†","authors":"Suhmi Hwang, Phil M. Preuß, Wilm Pickhardt, Sven Grätz and Lars Borchardt","doi":"10.1039/D4MR00054D","DOIUrl":null,"url":null,"abstract":"<p >A cyanation reaction was performed inside a ball mill system utilizing catalytically active milling balls, while avoiding the use of solvents and ligands. Additionally, replacing the highly toxic cyanide source with potassium hexacyanoferrate(<small>II</small>) leads to a safer reaction environment. Yields of up to 90% were achieved in as little as 4 hours at room temperature. The oxidative addition and transmetalation step could be observed <em>via</em> X-ray photoelectron spectroscopy (XPS) and powder X-ray diffraction (PXRD) analysis, respectively, giving a first indication of the mechanism of this mechanochemical reaction.</p>","PeriodicalId":101140,"journal":{"name":"RSC Mechanochemistry","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2024-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/mr/d4mr00054d?page=search","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"RSC Mechanochemistry","FirstCategoryId":"1085","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/mr/d4mr00054d","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A cyanation reaction was performed inside a ball mill system utilizing catalytically active milling balls, while avoiding the use of solvents and ligands. Additionally, replacing the highly toxic cyanide source with potassium hexacyanoferrate(II) leads to a safer reaction environment. Yields of up to 90% were achieved in as little as 4 hours at room temperature. The oxidative addition and transmetalation step could be observed via X-ray photoelectron spectroscopy (XPS) and powder X-ray diffraction (PXRD) analysis, respectively, giving a first indication of the mechanism of this mechanochemical reaction.
利用催化活性研磨球,在球磨系统内进行了氰化反应,同时避免了溶剂和配体的使用。此外,用六氰合铁酸钾(II)取代剧毒的氰化源,可提供更安全的反应环境。在室温下,只需 4 小时就能获得高达 90% 的产率。通过 X 射线光电子能谱(XPS)和粉末 X 射线衍射(PXRD)分析,可分别观察到氧化加成和金属转化步骤,从而首次揭示了这一机械化学反应的机理。